Organic letters

Total synthesis of virgatolide B

PA Hume, DP Furkert, MA Brimble

文献索引：Hume, Paul A.; Furkert, Daniel P.; Brimble, Margaret A. Organic Letters, 2013 , vol. 15, # 17 p. 4588 - 4591

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被引用次数: 11

摘要

The first total synthesis of the benzannulated spiroketal virgatolide A is presented. Key features include sp3–sp2 Suzuki coupling of an enantiomerically enriched β- trifluoroboratoamide and an aryl bromide, regioselective intramolecular carboalkoxylation, and a 1, 3-anti-selective Mukaiyama aldol reaction followed by global deprotection/ cyclization with regioselectivity governed by internal hydrogen bonding.